$146 Cheap Flights from Montreal (YUL) to Chicago (ORD)

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Cheap Flights from Montreal to Chicago (YUL-ORD)

Prices were available within the past 7 days and start at $146 for one-way flights and $233 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Jun 15 - Sat, Jun 22
YUL
Montreal
ORD
Chicago
$233 Roundtrip, found 9 hours ago
$233
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Jun 15 from Montreal to Chicago, returning Sat, Jun 22, priced at $233 found 9 hours ago
Delta
Tue, Jun 25 - Sat, Jul 13
YUL
Montreal
ORD
Chicago
$241 Roundtrip, found 16 hours ago
$241
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Jun 25 from Montreal to Chicago, returning Sat, Jul 13, priced at $241 found 16 hours ago
Delta
Tue, Jul 9 - Sat, Jul 13
YUL
Montreal
ORD
Chicago
$250 Roundtrip, found 3 hours ago
$250
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Jul 9 from Montreal to Chicago, returning Sat, Jul 13, priced at $250 found 3 hours ago
United
Tue, Jun 18 - Sun, Jul 7
YUL
Montreal
ORD
Chicago
$251 Roundtrip, found 3 hours ago
$251
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Jun 18 from Montreal to Chicago, returning Sun, Jul 7, priced at $251 found 3 hours ago
American Airlines
Thu, Sep 5 - Sun, Sep 8
YUL
Montreal
ORD
Chicago
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 5 from Montreal to Chicago, returning Sun, Sep 8, priced at $251 found 1 day ago
Air Canada
Tue, Jun 18 - Tue, Jul 9
YUL
Montreal
ORD
Chicago
$256 Roundtrip, found 3 hours ago
$256
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Tue, Jun 18 from Montreal to Chicago, returning Tue, Jul 9, priced at $256 found 3 hours ago
Air Canada
Sun, Sep 1 - Mon, Sep 30
YUL
Montreal
ORD
Chicago
$256 Roundtrip, found 6 days ago
$256
Roundtrip
found 6 days ago
Select Air Canada flight, departing Sun, Sep 1 from Montreal to Chicago, returning Mon, Sep 30, priced at $256 found 6 days ago
American Airlines
Thu, Sep 19 - Sat, Sep 21
YUL
Montreal
ORD
Chicago
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Sep 19 from Montreal to Chicago, returning Sat, Sep 21, priced at $259 found 2 days ago
American Airlines
Thu, Jun 13 - Tue, Jun 18
YUL
Montreal
ORD
Chicago
$260 Roundtrip, found 3 days ago
$260
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Jun 13 from Montreal to Chicago, returning Tue, Jun 18, priced at $260 found 3 days ago
Air Canada
Sun, Jun 16 - Sun, Jul 7
YUL
Montreal
ORD
Chicago
$262 Roundtrip, found 3 hours ago
$262
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Sun, Jun 16 from Montreal to Chicago, returning Sun, Jul 7, priced at $262 found 3 hours ago
Flights from Montreal (YUL) to Chicago (ORD)
Origin airport
Pierre Elliott Trudeau Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Delta, United, WestJet
Roundtrip price
$232
Distance
745 mi

Montreal to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Montreal to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Montreal to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from YUL to ORD today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is $146 now!

Frequently asked questions

How much is a one-way flight from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Airport?
Get set to score a terrific deal, because Montreal flights to Chicago start from just $153. This info is based on the cheapest fare found on Expedia for this route departing within the next three months. This airfare is for an Air Canada flight, taking off from YUL on June 14 2024 and landing at O’Hare Intl. Airport (ORD). This price was last updated on May 23 2024 and has not changed since.
How long does it take to fly from YUL to O'Hare Airport?
Book a ticket with Air Canada and you’ll be traveling for about 2 hours and 26 minutes. This leading airline has a direct flight that departs at 6:25PM from Montréal–Trudeau and touches down at ORD at 7:51PM. Expedia has unbeatable flight deals, so take a look at what’s available on this route today.
Is it cheaper to buy a plane ticket from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Intl. Airport (ORD) last minute?
When it comes to booking your flights, being prepared pays dividends. While you may be able to score a last-minute deal on a YUL to O’Hare Airport flight, tickets usually don’t get cheaper as the date of departure nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days ahead. For international trips it’s three to four months.
What is the cheapest airline flying from YUL to O'Hare Airport in the next 90 days?
The cheapest carrier traveling from Montreal to Chicago found on Expedia is Air Canada, which has fares starting from $153. This price is based on fares found on Expedia with a departure date within the next 90 days. The flight leaves Montreal Airport on June 14 2024 and lands at O’Hare Airport. The pricing information was updated on May 23 2024 and has not changed since.
What's the cheapest price for a flight from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Airport next month?
You can get a flight from Montreal to Chicago for just $153. This is the best ticket price for this trip departing in the next month. It’s an United flight setting off from Pierre Elliott Trudeau Intl. Airport (YUL) on June 8 2024 and touching down at O’Hare Airport. The price was last updated on May 23 2024 and has not changed since. It was found after searching all available flights on Expedia within the next 30 days.
What airline has the least delays from Montreal Airport to ORD?
With an on-time arrival score of 76%, United Airlines is the airline most likely to fly you from Montréal–Trudeau to O’Hare Airport on schedule. Flight delays aren’t just an annoyance — they can also make you miss an important connection or even ruin your vacation. Stay updated about delays by reviewing your flight status through the free Expedia App before heading to the airport. If you’re already at the terminal and your plans will be significantly impacted, visit your airline’s customer service desk for more information.
Can I find cheap nonstop flights from Pierre Elliott Trudeau Intl. Airport (YUL) to O'Hare Airport in the next three months?
The next adventure you go on doesn’t have to cost a fortune. We’ve sourced a roundtrip nonstop flight from Montreal to Chicago within the next 90 days for $251. This price was found after searching all available flights on Expedia with a departure date in the next three months and was updated on May 23 2024. The flight via American Airlines departs from Montréal–Trudeau on June 18 2024 and lands at ORD. It has a return date of July 16 2024.You can easily source nonstop cheap flights from YUL to O’Hare Airport by making use of our filters. Start by finding your trip, then click on “Nonstop” under “Filter by” on the left side of the page. Your results will be listed with the cheapest fare first. If there’s no reason to fly on a set day, take advantage of our “Flexible dates” feature. You’ll be able to compare prices for nearby dates and grab the best possible deal.
What airports do you fly into for Chicago from Montreal?
O’Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) are your choices when taking off from Montreal to Chicago. About 16 mi northwest of central Chicago, O’Hare Intl. Airport (ORD) is the city’s principal hub. Consider things such as flight arrival and departure times and the distance to your hotel before picking your airport. Wrigley Field and Millennium Park are two amazing attractions to put on your to-do list when you reach your destination.
What are the most popular departure times for flights from Montreal Airport to ORD?
The most popular departure times for trips from Montréal–Trudeau to ORD fall between 4:00 PM - 5:00 PM on Air Canada. A good tip is to zoom off in the morning. The earlier you travel, the better your chances of a delay-free flight with less air traffic around.
Can I change the date of my flight from YUL to O'Hare Intl. Airport (ORD)?
You can easily make changes to your Montreal Airport to ORD journey via the Expedia Trips portal. Before you amend times or dates, check out the fare rules in your itinerary to find out what you’re allowed to do and whether fees apply. Some carriers have a change fee per person, on top of any difference in ticket prices. However, if you booked in the last 24 hours, you may be able to cancel for free and book new flights. You can also visit our Customer Service portal for more useful advice and to connect with our Virtual Agent.
Chicago nearby Airports

Chicago

Montreal to Midway Intl.
$232.44
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